Castlewood Travel Guide
Tourist Guide
Visit Castlewood
Popular places to visit
Kentucky Horse Park
Explore Kentucky Horse Park, a favourite green space in Lexington, and also enjoy the area's horse riding. Attend a sporting event or simply enjoy the lively bars while you're in the area.
University of Kentucky
Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Fayette Mall
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
Eastern Kentucky University
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Fort Boonesborough State Park
Find out about the history of Richmond with a stop at Fort Boonesborough State Park. While in this family-friendly area, you can savour the top-notch restaurants.
Activities
Self Guided Driving Tour to Four Kentucky Bourbon Distilleries
From Lexington: Kentucky Horse Farms Tour
Lexington: Downtown Walking Food & History Tour
Unique Horse Farm Tours with Insider Access to Private Farms
Lexington: Ashland Henry Clay Estate Ticket with Guided Tour
Our pick of the best Castlewood Hotel Deals
Reviewed on 4 Jul. 2025
Reviewed on 4 Jul. 2025
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Reviewed on 4 Jul. 2025
Reviewed on 5 Jul. 2025
Other neighbourhoods around Castlewood
North Upper Street
Though North Upper Street may not have many top sights, you can venture to the surrounding area to see attractions like Lexington Opera House and Mary Todd Lincoln House.
Kenwick
While there might not be top attractions in Kenwick, you can explore the larger area and discover places like Ashland Henry Clay Estate and Lexington Memorial Coliseum.
Martin Luther King
If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Downtown Arts Center are top sights worth seeing.
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and Bluegrass Distillers Downtown Lexington.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Historic South Hill
While Historic South Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lexington Memorial Coliseum and Rupp Arena.